Conjugates formed by reacting a prostaglandin mimic compound with a carrier molecule

Claim 1

A conjugate formed by attaching to a carrier molecule which is a macromolecular immunogen of molecular weight greater than 2000 and less than 500,000, a compound selected from the group ##STR19## wherein R 3 and R 4 are hydrogen, methyl, or fluoro, being the same or different, with the proviso that one of R 3 and R 4 is fluoro only when the other is hydrogen or fluoro; wherein Z 1 is (1) cis--CH═CH--CH 2 --(CH 2 ) g --CH 2 --, (2) cis--CH═CH--CH 2 --(CH 2 ) g --CF 2 --, (3) cis--CH 2 --CH═CH--(CH 2 ) g --CH 2 --, (4) --(CH 2 ) 3 --(CH 2 ) g --CH 2 --, (5) --(CH 2 ) 3 --(CH 2 ) g --CF 2 --, (6) --CH 2 --O--CH 2 --(CH 2 ) g --CH 2 --, (7) --C.tbd.C--CH 2 --(CH 2 ) g --CH 2 --, (8) --CH 2 --C.tbd.C--(CH 2 ) g --CH 2 --, ##STR20## wherein m is one to 5, inclusive; n is zero or one; T is chloro, fluoro, trifluoromethyl, alkyl of one to 3 carbon atoms, inclusive, or alkoxy of one to 3 carbon atoms, inclusive; and s is zero, one, 2, or 3, the various T's being the same or different, with the proviso that not more than two T's are other than alkyl, with the further proviso that R 7 is ##STR21## wherein T and s are as defined above, only when R 3 and R 4 are hydrogen or methyl, being the same or different; and wherein X 1 is --COOR 1 wherein R 1 is hydrogen or a pharmacologically acceptable cation.